4.6 Article

Catalytic Activity Dependency on Catalyst Components in Aerobic Copper-TEMPO Oxidation

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 15, Issue 41, Pages 10901-10911

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200901245

Keywords

alcohols; copper; homogeneous catalysis; oxidation; TEMPO

Funding

  1. The Graduate School of Organic Chemistry and Chemical Biology
  2. Orion Farmos Research Foundation
  3. Tekniikan Edistamissaatib (TES)

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The influence of catalyst components in the copper-TEMPO (2,2,6,6-tetramethylpiperidine N-oxide) catalysed aerobic oxidation of alcohols was investigated. The type and amount of base greatly influences reactivity. The bipyridyl ligand concentration had no major influence on catalysis, but excessive amounts led to a decrease in activity for longer reaction times. ne kinetic dependency for TEMPO was found to be 1.15, and for copper 2.25, which is an indication of a binuclear catalytic system. Optimised conditions with various allylic and aliphatic alcohols give good to excellent rapid oxidations.

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